(E)-2-(cyclohex-2-en-1-yl)-1-phenylethanone oxime

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-2-(cyclohex-2-en-1-yl)-1-phenylethanone oxime
• 英文别名: (NE)-N-(2-cyclohex-2-en-1-yl-1-phenylethylidene)hydroxylamine
• 化学式: C₁₄H₁₇NO
• 分子量: 215.295
• InChiKey: KSCBUSXAWRZIRJ-CCEZHUSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  亚硝酸特丁酯 、 (E)-2-(cyclohex-2-en-1-yl)-1-phenylethanone oxime 以 乙腈 为溶剂， 反应 0.5h， 以85.185%的产率得到
  参考文献：
  名称：

  Iminoxyl Radical-Promoted Dichotomous Cyclizations: Efficient Oxyoximation and Aminooximation of Alkenes

  摘要：

  A novel iminoxyl radical-involved metal-free approach to vicinal oxyoximation and aminooximation of unactivated alkenes is developed. This method utilizes the dichotomous reactivity of the iminoxyl radical to furnish a general difunctionalization on alkenes using simple tert-butyl nitrite (TBN) as the iminoxyl radical initiator as well the carbon radical trap. By using this protocol, oxime featured 4,5-dihydroisoxazoles and cyclic nitrones were facilely prepared from beta,gamma- and gamma,delta-unsaturated ketoximes, respectively.

  DOI：

  10.1021/ol502258n
• 作为产物：
  描述：

  3-溴环己烯 在 吡啶 、 盐酸羟胺 、 水 、 sodium hydride 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 mineral oil 为溶剂， 反应 17.0h， 生成 (E)-2-(cyclohex-2-en-1-yl)-1-phenylethanone oxime
  参考文献：
  名称：

  Iminoxyl Radical-Promoted Dichotomous Cyclizations: Efficient Oxyoximation and Aminooximation of Alkenes

  摘要：

  A novel iminoxyl radical-involved metal-free approach to vicinal oxyoximation and aminooximation of unactivated alkenes is developed. This method utilizes the dichotomous reactivity of the iminoxyl radical to furnish a general difunctionalization on alkenes using simple tert-butyl nitrite (TBN) as the iminoxyl radical initiator as well the carbon radical trap. By using this protocol, oxime featured 4,5-dihydroisoxazoles and cyclic nitrones were facilely prepared from beta,gamma- and gamma,delta-unsaturated ketoximes, respectively.

  DOI：

  10.1021/ol502258n